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Switchable selectivity during oxidation of anilines in a ball mill

机译：在球磨机中苯胺氧化过程中的可切换选择性

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摘要

A solvent-free method for the direct oxidation of anilines to the corresponding azo and azoxy homocoupling products by using a planetary ball mill was developed. Various oxidants and grinding auxiliaries were tested and a variety of substituted anilines were investigated. It was possible to form chemoselectively either azo, azoxy, or the nitro compounds from reaction of aromatic anilines. The selectivity of the solvent-free reaction is switchable by applying a combination of oxidant and grinding auxiliary. Furthermore, a comparison with other methods of energy input (microwave, classical heating, and ultrasound) highlighted the advantages of the ball mill approach and its high energy efficiency. Grinding reactions: Highly efficient oxidative homocoupling of aromatic amines was performed under solvent-free conditions in a planetary ball mill (see scheme). The choice of solid oxidants and grinding auxiliaries allowed selective generation of the oxidized products. Other methods of energy input are compared with respect to reaction time and energy consumption.
机译：开发了一种无溶剂方法，可通过使用行星式球磨机将苯胺直接氧化为相应的偶氮和乙氧基均偶联产物。测试了各种氧化剂和研磨助剂，并研究了各种取代的苯胺。由芳族苯胺的反应可以选择性地形成偶氮，azo氧基或硝基化合物。通过使用氧化剂和研磨助剂的组合，可以切换无溶剂反应的选择性。此外，与其他能量输入方法（微波，经典加热和超声）的比较突出显示了球磨机方法的优势及其高能效。研磨反应：芳香胺的高效氧化均偶联反应是在无球磨机的行星式球磨机中进行的（请参见方案）。固体氧化剂和研磨助剂的选择允许选择性产生氧化产物。比较了其他能量输入方法的反应时间和能量消耗。

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